抄録
1-Phenyl-3-(2-hydroxyphenyl)-, 1-(4-methoxyphenyl)-3-(2-hydroxyphenyl)-, and 1-(4-methoxyphenyl)-3-(2-hydroxy-4-methoxyphenyl)-1-propyn-3-ol were prepared and their oxidation with manganese dioxide gave the corresponding ketones, 1-propyn-3-ones. Application of polyphosphoric acid to these acetylenic ketones in glacial acetic acid afforded the corresponding flavones, i.e. flavone, 4′-methoxyflavone, and 7, 4′-dimethoxyflavone. Application of sodium hydroxide to the warm ethanolic solution of the acetylenic ketones resulted in the formation of corresponding benzylidene-coumaranone compounds, i.e. 2-benzylidene-, 2-(4-methoxybenzylidene)-, and 2-(4-methoxybenzylidene)-6-methoxycoumaran-3-ones.